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| All Sports |
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| Soccer - Boys | | 9.05.2024 – Pine Tree Academy 2, Telstar 0 |
| 9.13.2024 – Pine Tree Academy 8, Wiscasset 1 |
4:30 pm 9.16.2024 – Pine Tree Academy at Dirigo |
| 9.23.2024 – Pine Tree Academy 4, Temple 1 |
| 9.25.2024 – Pine Tree Academy 4, Spruce Mountain 3 |
3 pm 9.26.2024 – Dirigo at Pine Tree Academy |
| 9.30.2024 – Pine Tree Academy 10, Dirigo 0 |
| 10.03.2024 – Valley 3, Pine Tree Academy 2 |
| 10.04.2024 – Pine Tree Academy 2, Temple 1 |
| 10.08.2024 – Pine Tree Academy 3, Vinalhaven 0 |
| 10.09.2024 – Pine Tree Academy 2, Spruce Mountain 1 |
| 10.10.2024 – Telstar 4, Pine Tree Academy 0 |
| 10.15.2024 – Pine Tree Academy 8, Vinalhaven 1 |
| 10.17.2024 – Pine Tree Academy 6, Wiscasset 0 |
| 10.21.2024 – Pine Tree Academy 5, Valley 3 |
| 10.22.2024 – Pine Tree Academy 12, Dirigo 4 |
| 10.29.2024 – Pine Tree Academy 3, Valley 1 |
TBA 10.30.2024 – Valley at Pine Tree Academy |
| 11.01.2024 – Greenville 3, Pine Tree Academy 1 |
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